4a,5',6a,7-tetramethyl-(4aS,4bS,5'R,6aS,6bR,7S,8'R,9aS,10aS,10bR,12aS)-spiro[perhydronaphtho[2',1':4,5]indeno[2,1-b]furan-8,2'-(dihydro-4'H-pyran)]-2-ol

ID: ALA43871

Cas Number: 77-60-1

PubChem CID: 99516

Product Number: T345190, Order Now?

Max Phase: Preclinical

Molecular Formula: C27H44O3

Molecular Weight: 416.65

Molecule Type: Small molecule

In stock!

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC[C@H]5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C

Standard InChI: InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17+,18+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1

Standard InChI Key: GMBQZIIUCVWOCD-MFRNJXNGSA-N

Molfile:

     RDKit          2D

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M  END

Associated Targets(Human)

UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)

Discover Target: UGT1A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 Activities)

Discover Target: UGT1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGT1A3 Tbio UDP-glucuronosyltransferase 1-3 (217 Activities)

Discover Target: UGT1A3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Cryptococcus neoformans (21258 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nakaseomyces glabratus (9108 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aspergillus fumigatus (16427 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: Yes	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.65	Molecular Weight (Monoisotopic): 416.3290	AlogP: 5.79	#Rotatable Bonds: ┄
Polar Surface Area: 38.69	Molecular Species: NEUTRAL	HBA: 3	HBD: 1
#RO5 Violations: 1	HBA (Lipinski): 3	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 1
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: 5.33	CX LogD: 5.33
Aromatic Rings: ┄	Heavy Atoms: 30	QED Weighted: 0.54	Np Likeness Score: 3.09

References

1. Smith PA, Sorich MJ, McKinnon RA, Miners JO.. (2003) Pharmacophore and quantitative structure-activity relationship modeling: complementary approaches for the rationalization and prediction of UDP-glucuronosyltransferase 1A4 substrate selectivity., 46 (9): [PMID:12699380] [10.1021/jm020397c]
2. Upadhyay SK, Creech CC, Bowdy KL, Stevens ED, Jursic BS, Neumann DM.. (2011) Synthesis and antifungal activity of functionalized 2,3-spirostane isomers., 21 (10): [PMID:21489791] [10.1016/j.bmcl.2011.03.092]
3. Tukey RH, Strassburg CP.. (2000) Human UDP-glucuronosyltransferases: metabolism, expression, and disease., 40 (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]
4. Wu GW, Gao JM, Shi XW, Zhang Q, Wei SP, Ding K.. (2011) Microbial transformations of diosgenin by the white-rot basidiomycete Coriolus versicolor., 74 (10): [PMID:21985022] [10.1021/np2003484]
5. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP.. (2013) Structure-based identification of OATP1B1/3 inhibitors., 83 (6): [PMID:23571415] [10.1124/mol.112.084152]

4a,5',6a,7-tetramethyl-(4aS,4bS,5'R,6aS,6bR,7S,8'R,9aS,10aS,10bR,12aS)-spiro[perhydronaphtho[2',1':4,5]indeno[2,1-b]furan-8,2'-(dihydro-4'H-pyran)]-2-ol

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source