(1R,2S,4aR,6aR,6aS,6bR,8aR,10R,12aR,14bS)-10-hydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid

Details

• Internal ID: 8719b2eb-ff14-413d-95ba-2f32c85fe554
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2S,4aR,6aR,6aS,6bR,8aR,10R,12aR,14bS)-10-hydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid
• SMILES (Canonical): CC1C(CCC2(C1C3=CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C)C(=O)O
• SMILES (Isomeric): C[C@H]1[C@H](CC[C@]2([C@H]1C3=CC[C@@H]4[C@]5(CC[C@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C)C(=O)O
• InChI: InChI=1S/C30H48O3/c1-18-19(25(32)33)10-13-27(4)16-17-29(6)20(24(18)27)8-9-22-28(5)14-12-23(31)26(2,3)21(28)11-15-30(22,29)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19-,21-,22+,23+,24+,27+,28-,29+,30+/m0/s1
• InChI Key: PSVZSZBQAZPKNI-VDPXQYEASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 7.09
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5341	53.41%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8699	86.99%
OATP2B1 inhibitior	-	0.5752	57.52%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8641	86.41%
P-glycoprotein inhibitior	-	0.7901	79.01%
P-glycoprotein substrate	-	0.8468	84.68%
CYP3A4 substrate	+	0.6566	65.66%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	+	0.4462	44.62%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9499	94.99%
Skin irritation	+	0.6328	63.28%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.8323	83.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4384	43.84%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7584	75.84%
skin sensitisation	+	0.5630	56.30%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7898	78.98%
Acute Oral Toxicity (c)	III	0.8316	83.16%
Estrogen receptor binding	+	0.6954	69.54%
Androgen receptor binding	+	0.7306	73.06%
Thyroid receptor binding	+	0.6759	67.59%
Glucocorticoid receptor binding	+	0.8277	82.77%
Aromatase binding	+	0.7062	70.62%
PPAR gamma	+	0.6107	61.07%
Honey bee toxicity	-	0.8698	86.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.26%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.71%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.81%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.60%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.46%	93.00%
CHEMBL5028	O14672	ADAM10	80.74%	97.50%

Plants that contains it

• Isodon rugosus

Cross-Links

• PubChem: 101643020
• LOTUS: LTS0092516
• wikiData: Q105214433