(3R,4S,6aR,9R,14bR)-2,3-dihydroxy-4,6a,6b,11,12,14b-hexamethyl-1,2,3,4a,5,6,7,8,8a,9,10,12a,14,14a-tetradecahydropicene-4,9-dicarboxylic acid

Details

• Internal ID: 6d57f0f7-9360-4fe9-a7ef-1bc8c72e41b3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 12-hydroxysteroids
• IUPAC Name: (3R,4S,6aR,9R,14bR)-2,3-dihydroxy-4,6a,6b,11,12,14b-hexamethyl-1,2,3,4a,5,6,7,8,8a,9,10,12a,14,14a-tetradecahydropicene-4,9-dicarboxylic acid
• SMILES (Canonical): CC1=C(C2C(CCC3(C2=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)O)O)C)C)C)C(C1)C(=O)O)C
• SMILES (Isomeric): CC1=C(C2C(CCC3(C2=CCC4[C@]3(CCC5[C@@]4(CC([C@@H]([C@@]5(C)C(=O)O)O)O)C)C)C)[C@@H](C1)C(=O)O)C
• InChI: InChI=1S/C30H44O6/c1-15-13-18(25(33)34)17-9-11-28(4)19(23(17)16(15)2)7-8-21-27(3)14-20(31)24(32)30(6,26(35)36)22(27)10-12-29(21,28)5/h7,17-18,20-24,31-32H,8-14H2,1-6H3,(H,33,34)(H,35,36)/t17?,18-,20?,21?,22?,23?,24+,27-,28?,29-,30+/m1/s1
• InChI Key: YCDVYLFMVOQPOQ-SOOBWSNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₆
• Molecular Weight: 500.70 g/mol
• Exact Mass: 500.31378912 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9614	96.14%
Caco-2	-	0.7084	70.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8093	80.93%
OATP2B1 inhibitior	-	0.7091	70.91%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	-	0.3942	39.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6092	60.92%
BSEP inhibitior	+	0.7854	78.54%
P-glycoprotein inhibitior	-	0.5520	55.20%
P-glycoprotein substrate	-	0.6282	62.82%
CYP3A4 substrate	+	0.6648	66.48%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8238	82.38%
CYP2C9 inhibition	-	0.8964	89.64%
CYP2C19 inhibition	-	0.8743	87.43%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8876	88.76%
CYP2C8 inhibition	+	0.6036	60.36%
CYP inhibitory promiscuity	-	0.9833	98.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6499	64.99%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9266	92.66%
Skin irritation	+	0.6472	64.72%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5287	52.87%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7774	77.74%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6390	63.90%
Acute Oral Toxicity (c)	IV	0.3126	31.26%
Estrogen receptor binding	+	0.7008	70.08%
Androgen receptor binding	+	0.7762	77.62%
Thyroid receptor binding	+	0.5302	53.02%
Glucocorticoid receptor binding	+	0.7537	75.37%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	+	0.5533	55.33%
Honey bee toxicity	-	0.8429	84.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.60%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.09%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.48%	90.17%
CHEMBL5028	O14672	ADAM10	82.45%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.21%	97.09%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 5316840
• NPASS: NPC276719