(1S,4aR,6aR,6aS,6bR,8aR,9S,11R,12aR,14bS)-1,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: 5cbc3003-47c9-4b29-ab07-fb67128d4d06
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4aR,6aR,6aS,6bR,8aR,9S,11R,12aR,14bS)-1,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
• InChI: InChI=1S/C30H46O6/c1-25(2)11-13-30(24(35)36)14-12-28(5)17(21(30)23(25)34)7-8-20-26(3)15-18(32)22(33)27(4,16-31)19(26)9-10-29(20,28)6/h7,18-21,23,31-32,34H,8-16H2,1-6H3,(H,35,36)/t18-,19-,20-,21-,23+,26+,27-,28-,29-,30+/m1/s1
• InChI Key: LQLFLMUUMZHKFV-QOWVZFTCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₆
• Molecular Weight: 502.70 g/mol
• Exact Mass: 502.32943918 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.36
• H-Bond Acceptor: 5
• 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	+	0.9880	98.80%
Caco-2	-	0.6281	62.81%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8963	89.63%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	-	0.3418	34.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5594	55.94%
BSEP inhibitior	+	0.7804	78.04%
P-glycoprotein inhibitior	-	0.6602	66.02%
P-glycoprotein substrate	-	0.6668	66.68%
CYP3A4 substrate	+	0.6552	65.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.7126	71.26%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.9282	92.82%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	+	0.4932	49.32%
CYP inhibitory promiscuity	-	0.9456	94.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6827	68.27%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9332	93.32%
Skin irritation	+	0.5873	58.73%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.7428	74.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4872	48.72%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6934	69.34%
skin sensitisation	-	0.8726	87.26%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6277	62.77%
Acute Oral Toxicity (c)	III	0.7504	75.04%
Estrogen receptor binding	+	0.7205	72.05%
Androgen receptor binding	+	0.7326	73.26%
Thyroid receptor binding	+	0.5674	56.74%
Glucocorticoid receptor binding	+	0.7625	76.25%
Aromatase binding	+	0.7014	70.14%
PPAR gamma	+	0.5954	59.54%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9914	99.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.74%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.30%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.54%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.58%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	84.36%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.36%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.11%	93.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.15%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.67%	93.00%

Plants that contains it

• Platycladus orientalis

Cross-Links

• PubChem: 53393002
• NPASS: NPC145823